1-Methyladenosine
Basic information
- CAS
15763-06-1- Standard SMILES
Cn1cnc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1=N- InChIKey
GFYLSDSUCHVORB-IOSLPCCCSA-N- Molecular formula
- C11H15N5O4
- Average molar mass
- 281.27 g/mol
- Monoisotopic mass
- 281.11240398
Overview
1-methyladenosine is a methyladenosine carrying a methyl substituent at position 1. It has a role as a human metabolite. It is functionally related to an adenosine.
Names & identifiers
- Preferred name
- 1-Methyladenosine
- IUPAC
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methylpurin-9-yl)oxolane-3,4-diol
- English name
- 1-Methyladenosine
- Molecular formula
- C11H15N5O4
- Molecular weight
- 281.27
Names & synonyms
1-Methyladenosine15763-06-1N(1)-methyladenosineCHEBI:16020DTXSID30864632(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-6,9-dihydro-1H-purin-9-yl)oxolane-3,4-diolRefChem:907696DTXCID201334155Adenosine, 1-methyl-N1-Methyladenosine(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methylpurin-9-yl)oxolane-3,4-diolAdenosine, N,6-didehydro-1,6-dihydro-1-methyl-
Show more names
N1-Me-rAN1-Me-Adenosine1-methyladenosine free baseRNA-modified nucleoside m1A1-Methyladenosine, 10 mM in DMSON,6-Didehydro-1,6-dihydro-1-methyladenosine(2R,3R,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)oxolane-3,4-diolinhibit,1-Methyladenosine,1 Methyladenosine,Endogenous Metabolite,Inhibitor,1Methyladenosine
AKOS030241121NCGC00163305-01AC-32347PD018070HY-113081H10051(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)tetrahydrofuran-3,4-diolAdenosine, N,6-didehydro-1,9-dihydro-1-methyl-
Properties
Computed structural properties
- XLogP
- -1
- Topological polar surface area
- 127 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 433
Experimental & physicochemical properties
Physical DescriptionSolid
Collision Cross Section
162.7 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
159.21 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
164.9 Ų [M+H]+
Physicochemical properties
- Melting point
- 217 °C · >217°C (dec.)
- Boiling point
- 655.4 · 655.4±65.0 °C(Predicted)
- Density
- 1.88 · 1.88±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- DMSO (Slightly), Water (Slightly, Sonicated)
- form
- Solid
- pka
- 13.24 · 13.24±0.70(Predicted)
- color
- White to Off-White
- PH
- 8.8 · 8.8
- λmax
- 258 · 258 (pH 2)；258 (pH 7)；259，260～265 (pH 13)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- hs_code
- 29389090
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Tissue LocationsPlacenta
Cellular LocationsCytoplasm
Applications
Description1-Methyladenosine is a modified nucleoside generated by the processing of tRNA by methyltransferases. The urinary excretion of 1-methyladenosine is elevated in several forms of cancer, supporting its use as a biomarker in early detection. It can also be monitored in serum. Urinary levels of 1-methyladenosine also increase during active rheumatoid arthritis.
Uses1-Methyl Adenosine is a modified adenosine molecule created through the processing of tRNA by methyltransferases. The presence seen to be elevated in the urinary excretion of cancer patients. Thus it may be an early diagnosis biomarker.
Additional notes
DefinitionChEBI: A methyladenosine carrying a methyl substituent at position 1.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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